Cottages in Helmsley

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Your Helmsley, North Yorkshire search returned 140 cottages

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Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsYes

Forest Holidays' Classic Golden Oak cabin is one of 67 cabins nestled in Keldy's breathtaking landscape, on the edge of North York Moors National Park. (Ref. 1146590)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £1030

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A lovely converted carriage house dating back to the 18th century in the village centre of Ampleforth, North York Moors National Park. Underfloor heating. Woodburning stove. Village centre. Helmsley 4.9 miles; Rievaulx 7.5 miles; Kirkham Abbey 17.3 miles. (Ref. 1051110)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £595

7 nights from £487

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

Magnificent semi-detached barn conversion in Farndale. Full of character and charm, exposed beams and open fire. Excellent walking from the doorstep. Kirkbymoorside 10 miles. (Ref. 1391)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £439

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

Temple Hill View, a friendly abode in the village of Ampleforth in North Yorkshire. Off-road parking. Near shop. Enclosed garden. Countryside views. Helmsley 5.1 miles; York 19.3 miles; Scarborough 35.6 miles. (Ref. 1159134)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £488

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Detached modern bungalow, set amidst open farmland near pretty market town of Malton. Comfortable and traditional with cosy woodburning stove. Off road parking, bike storage. Excellent area for moors and coast. Malton 3.5 miles. (Ref. 931402)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £501

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Superb barn conversion in open countryside 1.5 miles from Kirkbymoorside. Beams, exposed stone work, woodburning stove. Pickering 6 miles. (Ref. 929317)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £636

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

A welcoming, detached lodge resting in Cropton near Middleton, North Yorkshire. Ground-floor living. Pet-friendly. Off-road parking. Aislaby 2.8 miles; Pickering 5.2 miles; York 30.6 miles. (Ref. 1003270)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £566

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Sykes Rating

Homely barn conversion 3.5 miles from Kirkbymoorside in North Yorkshire. Reverse-level accommodation. Open-plan living. Exposed beams. En-suite. (Ref. 974773)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £412

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A well-equipped bungalow situated in the market town of Pickering, Yorkshire. Ideal for families. Touring location. Kirkbymoorside 6.6 miles; Helmsley 12.1 miles. (Ref. 1070204)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £499

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4

    Sykes Rating

Charming, stone, period cottage in pretty village of Hutton-le-Hole. Open fire, cosy, comfortable accommodation. Private rear garden, lovely views over village green. Walkers' delight. Kirkbymoorside 3.5 miles. (Ref. 22745)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £407

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A wood-clad lodge resting within the town of Kirkbymoorside. All-ground-floor. Pet-friendly. WiFi. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011653)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £479

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A superb, detached lodge resting on the outskirts of Kirkbymoorside. All-ground-floor. WiFi. Pet-friendly. Pickering 7.8 miles; Scarborough 25.4 miles. (Ref. 1011649)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £523

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

This inviting mid-terrace sits at the centre of Pickering in North Yorkshire, on the fringes of the North York Moors National Park. Three-storey. Pet-friendly. Amenities in walking distance. Malton 8.7 miles; Scarborough 18.2 miles; York 26.8 miles. (Ref. 1025071)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £377

  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Sykes Rating

A lovely cottage located in the village of Husthwaite, North Yorkshire. Open-plan. Contemporary living. Mezzanine. Easingwold 3 miles. Thirsk 6 miles. York 17 miles. (Ref. 967407)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £361

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A delightful mid-terrace cottage resting within the market town of Pickering. Woodburning fire. Fibre Optic WiFi. Pub within 0.2 miles. Scarborough 18 miles; Whitby 22 miles. (Ref. 1003948)

  • Wi-fi
  • Off-road parking
  • Washing machine

7 nights from £444

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Detached attractive stone barn conversion in a peaceful location near Kirkbymoorside. Single-storey accommodation with exceptional countryside views and superb walking opportunities. Kirkbymoorside 2.5 miles. (Ref. 911836)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £340

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

Detached stone barn conversion in courtyard setting on owners' farm, near Kirkbymoorside. Single-storey accommodation, with a comfortable open plan living area and pretty bedroom. Easy access to North York Moors National Park. Kirkbymoorside 2.5 miles. (Ref. 929845)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £337

  • Sleeps15
  • Bedrooms6
  • PetsYes

    4.7

    Sykes Rating

Immaculately-presented period property in Amotherby village. Beautiful, spacious rooms, original features, open fires. High quality, antique furnishings. Lovely gardens. Pub 3 mins walk, Malton market town 3 miles. (Ref. 15823)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 31st Mar to 1st Aug 2025

7 nights from £1755

  • Sleeps18
  • Bedrooms9
  • PetsNo

    4.9

    Sykes Rating

This delightful, detached, white stone cottage is situated on the outskirts of Hovingham, North Yorkshire. WiFi. Woodburner. Hot tub. Country views. Helmsley 8 miles; Malton 8 miles. (Ref. 960851)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from £2701